Ask Brewster

The Chepstow connection is the headline act. He had his first win there back in March 2024 and has since won 3 of his 7 races at the track — a remarkable hit rate for any horse at a single course. In October 2025, he stepped up and won a Class 2 race at Chepstow — one of the better races in Britain — which confirmed he is no ordinary staying chaser. But it is his most recent run that really sets the pulse racing. On 12 March 2026, he won at Cheltenham. That is the most prestigious jumps venue in the world, the place every horse in training is pointed at during the season. Winning there matters.

His trainer has been clear about one thing: Ask Brewster needs decent ground to show his best. On normal conditions, he has won 4 of his 6 races — an extraordinary 67% — but on soft or muddy ground, he simply cannot produce the same form. When it rained on the morning of the Cheltenham race, the team were genuinely worried. He won anyway, which tells you something important: he is improving. The trainer described him as strong at the line that day, jumping and travelling well, and has already floated the idea of the Scottish National next spring as a possible target. That is a race for the very best long-distance chasers.

The partnership with jockey Adam Wedge has been central to the story. The two have raced together 10 times and won 4 of them — 40 in every 100 races, which is an exceptional number for horse racing at this level. The Cheltenham victory came with a different rider after the Williams yard made a call to bring in a jockey recommended through contacts in Ireland, but the underlying relationship between horse and Wedge looks set to continue.

Four wins from his last six races, a Cheltenham success, and a trainer already dreaming of spring targets. Ask Brewster is a horse worth following.